- USA
- Virginia
- Chincoteague
- Piney Island
- Rentals by Owner
Discover Your Ideal Piney Island Rental by Owner in Chincoteague, Virginia for a Comfortable and Authentic Stay
Discover Your Perfect Piney Island Rentals by Owner
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Rentals by Owner
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Luxury Vacation Rentals
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Pet Friendly Vacation Rentals
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Sustainable Travel
Piney Island Rentals by Owner
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Why Choose Rent By Owner for your Piney Island vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Piney Island
When should you plan your Rentals by Owner stay?
Choosing the optimal time to visit can enhance your experience here, allowing you to enjoy the area's natural beauty and tranquil surroundings at their best, whether you prefer a lively season or a quieter getaway.
Peak Season Highlights
Summer (June to August)
During the summer months, you'll experience warm weather ideal for enjoying outdoor activities and relaxing by the water. This is when the area sees the highest number of visitors, making it a lively time to visit.
Early Fall (September to October)
This period offers pleasant temperatures and less crowded attractions, providing a comfortable yet vibrant setting for exploring the region's natural beauty and local events.
Off-Season Highlights
Late Fall to Early Winter (November to December)
The region becomes quieter with cooler weather, perfect for those seeking a peaceful escape and more personalized experiences away from the crowds.
Winter (January to February)
During this time, temperatures drop further, and the area experiences minimal tourist activity. It's an ideal season for visitors looking for serene surroundings and discounted accommodations.
Weekly Weather Forecast for Piney Island
How to Book Your Piney Island vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Piney Island
Common Rentals by Owner Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor swimming pools for relaxing days under the sun.
- Take advantage of private or shared patios and decks for outdoor dining and gatherings.
- Explore the surrounding nature trails and pathways ideal for walking or biking enthusiasts.
- Make use of outdoor grilling stations to prepare delicious meals in the fresh air.
- Benefit from access to nearby waterfronts or docks for boating and fishing activities.
- Relax in landscaped gardens or yards that provide a peaceful outdoor retreat.
- Utilize community outdoor recreational areas, such as playgrounds or sports courts, for family fun.
Top Attractions Around Piney Island
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities such as birdwatching, kayaking, and exploring scenic nature trails that showcase the region’s natural beauty and tranquil surroundings.

Family Activities
- Chincoteague National Wildlife Refuge: Explore the diverse wildlife and scenic trails that offer an engaging outdoor experience for your family in this coastal area.
- Beach Activities at Assateague Island: Enjoy sunbathing, swimming, or building sandcastles on the pristine beaches nearby, perfect for a relaxing family day out.
- Wildlife Watching Tours: Join guided tours to see the famous ponies and other native species, providing educational fun for children and adults alike.
- Maritime Museum of Chincoteague: Discover local maritime history through interactive exhibits, making it an educational stop during your visit to the region.
Adult Activities
- Kayaking and Canoeing: Explore the tranquil waters surrounding here by renting a kayak or canoe to enjoy a peaceful day on the water.
- Wildlife Watching: Discover diverse bird species and local wildlife in the natural habitats accessible within this area, perfect for nature enthusiasts.
- Fishing Excursions: Cast your line at popular fishing spots nearby, offering opportunities to catch a variety of local fish species.
- Biking Trails: Ride along scenic bike paths that wind through the region, providing an active way to experience the area's natural beauty.
Piney Island Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Nature Tours: Take advantage of guided or self-led nature excursions to immerse yourself in the scenic beauty of the area surrounding your rental.
- Utilize Personalized Recommendations: Consult your host or local experts for insider tips on must-see spots and hidden gems unique to this region.
- Plan Ahead for Seasonal Activities: Check the seasonal calendar to align your visit with popular outdoor activities or events that enhance your experience here.
- Prioritize Comfort and Convenience: Choose a rental by owner that offers amenities tailored to your needs to ensure a relaxing and enjoyable stay in this destination.
Transportation Options
- Personal Vehicle Rentals: You can easily explore the region by renting a car or bike, giving you flexibility to visit local attractions at your own pace.
- Public Transportation: Local bus services offer an affordable and convenient way to get around here without the need for private transportation.
- Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft provide reliable transportation for short trips across the area.
- Water Taxi Services: Water taxis are available for scenic routes and easy access to nearby waterfront locations within the region.
Local Customs Options
- Respect for the Marine Environment: You will find that preserving the area's natural beauty and marine life is a shared value among locals here, making eco-friendly practices highly regarded.
- Celebration of Maritime Traditions: Engaging in local festivals often involves honoring maritime history, so participating respectfully in these events shows appreciation for the region's seafaring heritage.
- Respect for Wildlife and Nature: Maintaining a respectful distance from protected wildlife and adhering to conservation guidelines is essential when exploring the area's scenic landscapes and waterways.
- Community-Centered Hospitality: Visitors are expected to embrace a friendly attitude towards neighbors, reflecting the welcoming spirit that characterizes this coastal community.
Frequently Asked Questions About Piney Island Rentals by Owner
1. What are the top vacation rentals in Piney Island?
There are a lot of options in Piney Island. If you plan on staying in the Piney Island area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Piney Island:
- Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACHn3 decks.
- Edie's Folly - Water View -Screen Porch-NO LINENS AND TOWELS PROVIDED
- Mermaid Manor-Water Lovers Paradise
- Blue Heron-Closest Neighborhood to Beach w/shared community water access!
- Shady Side - Water access, screened porch!
- Chincoteague
- Closest Community to the Beach!
- LOCATED IN THE CLOSEST NEIGHBORHOOD TO THE BEACH!
- Slack Tide is a wonderful 3 Bedroom/2 Bath Pet-Friendly Vacation Home on Chincot
- Stoney Point on Chincoteague Island - Pure Luxury.
2. How many Rentbyowner vacation rentals are available in Piney Island?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 39 in the Piney Island area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Piney Island.
3. What is the cancellation policy for a rental by owner in Piney Island?
4. How do I confirm my booking with a rental owner in Chincoteague?
5. Are there any additional fees I should be aware of when booking a rental in Virginia's area?
6. Can I modify or extend my stay in a Piney Island rental by owner?
7. What amenities can I expect in a vacation rental listed by owner in this region?
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